I've seen the sentiment several times right here on HN that $250k is "basically poverty" in San Francisco. It's unbelievable to me how out of touch and spoiled one would have to be to reach that conclusion.
If you convince yourselves $250k is practically nothing, you might be able to psychologically push yourself that extra bit harder to get to $500k.
But if you look around and say "Gee, objectively speaking I am one of the richest people who has ever lived" you might be inclined to actually enjoy that money, which involves spending more time enjoying the money and less time working, which lowers your chances of eventually getting to $500k.
I imagine similar strats are employed by relative high earners in e.g. Albania, trying to go from $25k to $50k, or Pakistan trying to go from $2.5k to $5.0k.